Depends on many things....
Busy time of the year? If you're a month away then you're going during Food & Wine so that's a busy
DVC time. Lowers your chances.
Waitlisted Day-by-day or Length of Stay? If you waitlisted for the entire stay then that lowers your chances. If you go day-by-day then there's probably a better chance. BUT if you go day-by-day then you might get the 2nd day and therefore have to move multiple times. Of course - if you have the points available you'd be smart to waitlist day-by-day and add those days BUT not cancel your SSR days until you have all of them. Of course - you need to consider cancelation deadlines and use year deadlines and banking and borrowing and ...it can be confusing.
Call Them Again? As you approach the 30 day deadline other people may be cancelling - so call them. We had a waitlist for Friday Nov 10 come through yesterday. That's a busy weekend (F&W last weekend, Super Soap, etc.). But - we called and asked about it and lo and behold something was available. You hear about those things frequently hear. I'd call everyday if you can - just to ask - only takes a minute or two if you call after lunch.
We've had waitlists for Dec 18-22 at BCV come through for length of stay. We're dreaming about a New Year's Eve waitlist. So who knows...